Ethylenediamine → HCID 21463158, compound
Reaction equation
O=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]([C:18]([OH:20])=O)[O:3]1.[CH2:21]([NH2:24])[CH2:22][NH2:23]>>[O:20]=[C:18]1[C:4]2[N:24]([C:2](=[O:3])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[C:5]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:21][CH2:22][NH:23]1Participants
3
Procedure
A mixture of 1-oxo-4-phenyl-1H-2-benzopyran-3-carboxylic acid (500 mg) and ethylenediamine (15 ml) was stirred at room temperature overnight. After evaporation of the solvent, concentrated hydrochloric acid (10 ml) and acetic acid (10 ml) were added to the residue. The mixture was heated under reflux for 48 hours. To the mixture was added water, and extracted with ethyl acetate. The extract was washed successively with water, aqueous sodium hydrogen carbonate and water, dried, and evaporated to yield the title compound as colorless crystals (115 mg).
Workup
- customAfter evaporation of the solvent, concentrated hydrochloric acid (10 ml) and acetic acid (10 ml)
- additionwere added to the residue
- temperature